(+/-)-[2-methyl-5t-(4-nitro-phenyl)-4,5-dihydro-oxazol-4r-yl]-methanol

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (+/-)-[2-methyl-5t-(4-nitro-phenyl)-4,5-dihydro-oxazol-4r-yl]-methanol
• 英文别名: [(4S,5S)-2-methyl-5-(4-nitrophenyl)-4,5-dihydro-1,3-oxazol-4-yl]methanol
• 化学式: C₁₁H₁₂N₂O₄
• 分子量: 236.227
• InChiKey: UEEMPDSBRPJVND-QWRGUYRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  87.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  水 、 (+/-)-[2-methyl-5t-(4-nitro-phenyl)-4,5-dihydro-oxazol-4r-yl]-methanol 生成 (1RS,2RS)-2-acetylamino-1-(4-nitro-phenyl)-propane-1,3-diol
  参考文献：
  名称：

  DE830956

  摘要：

  公开号：
• 作为产物：
  描述：

  (1RS,2RS)-2-acetylamino-1-(4-nitro-phenyl)-propane-1,3-diol 在 氯化亚砜 作用下， 生成 (+/-)-[2-methyl-5t-(4-nitro-phenyl)-4,5-dihydro-oxazol-4r-yl]-methanol
  参考文献：
  名称：

  Ikuma; Nagawa, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1952, vol. 72, p. 950

  摘要：

  DOI：

文献信息

• Alberti et al., Gazzetta Chimica Italiana, 1955, vol. 85, p. 324,341
  作者：Alberti et al.

  DOI：——

  日期：——
• Elphimoff-Felkin et al., Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1952, vol. 234, p. 1789
  作者：Elphimoff-Felkin et al.

  DOI：——

  日期：——
• Highly Selective Acylation of Alcohols Using Enol Esters Catalyzed by Iminophosphoranes
  作者：Palanichamy Ilankumaran、John G. Verkade

  DOI：10.1021/jo990928d

  日期：1999.12.1

  The iminophosphorane bases PhCH2N=P(MeNCH2CR2)(3)N and PhCH2N=P(NMe2)(3) catalyze the acylation of primary alcohols with enol esters in excellent yields and in high selectivity. It was found that acid labile groups such as acetal and epoxide survive under the reaction conditions. Groups such as TBS and disulfide, which undergo cleavage in the presence of Ac2O and the Lewis acid Sc(OTf)(3), are also unaffected. Diene, conjugated acetylene, oxazoline, nitro, and benzodioxane groups are also compatible with our catalyst/reagent system. Because secondary alcohols do not react under our conditions, our methodology is attractive for the selective acylation of primary alcohols. Polymer-supported iminophosphorane catalysts are also shown to be useful in these reactions, thus opening the possibility of wider applications.
• Kornmann; Funke, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1955, vol. 240, p. 321
  作者：Kornmann、Funke

  DOI：——

  日期：——
• Ikuma, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1953, vol. 73, p. 284,286
  作者：Ikuma

  DOI：——

  日期：——